Pet-Friendly Rentals in Observation Tower, FL: Compare 10+ Sites & Save

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777 Best Pet-Friendly Rentals in Observation Tower (Starting from $324)

New The Cottage at James House
New The Cottage at James House
House
Key West, FL, USA
0.1k from Observation Tower center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom3 Guests
8.8

Fabulous

6 reviews

$358
Average price / night
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Shared Pool & Parking - The Cottage at James House
Shared Pool & Parking - The Cottage at James House
House
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom3 Guests
8.8

Fabulous

9 reviews

$555
Average price / night
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Amsterdam's Curry Mansion Inn
Amsterdam's Curry Mansion Inn
Bed & Breakfast
Observation Tower, Key West, Florida, USA
0.1k from Observation Tower center

Child Friendly, Internet, Wheelchair Accessible, Air Conditioner, Balcony/Terrace, Pet Friendly, Pool

6 Bedrooms15 Guests
8.8

Fabulous

139 reviews

$563
Average price / night
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Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Apartment
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Internet, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms6 Guests
9.6

Exceptional

31 reviews

$726
Average price / night
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New Rose Petal Petite Suite - Pool & Parking
New Rose Petal Petite Suite - Pool & Parking
Apartment
FL, USA
0.2k from Observation Tower center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom2 Guests
7.0

Good

1 reviews

$324
Average price / night
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Pilar Cottage | Spectacular Studio w/ Shared Pool
Pilar Cottage | Spectacular Studio w/ Shared Pool
Apartment
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Internet, Living Area, Microwave, No Smoking, Pool, TV

1 Bedroom4 Guests
9.0

Fabulous

14 reviews

$460
Average price / night
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New Coastal Rose - Bright Loft with High Ceilings
New Coastal Rose - Bright Loft with High Ceilings
Apartment
FL, USA
0.2k from Observation Tower center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom4 Guests
7.3

Good

3 reviews

$427
Average price / night
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Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
Condo
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio, Pool, TV

2 Bedrooms4 Guests
9.8

Exceptional

154 reviews

$774
Average price / night
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Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
0.2k from Observation Tower center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

188 Bedrooms106 Guests
8.6

Fabulous

1178 reviews

$716
Average price / night
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Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
Condo
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
9.6

Exceptional

154 reviews

$1012
Average price / night
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Old Town Manor
Old Town Manor
Bed & Breakfast
Observation Tower, Key West, Florida, USA
0.2k from Observation Tower center

B&bs, Accommodations, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Vacation rentals, Places to stay

14 Bedrooms33 Guests
9.0

Fabulous

980 reviews

$742
Average price / night
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Rose Lane Villas - Villa Alta - 1 bedroom - Sleeps 2 - Downtown Key West
Rose Lane Villas - Villa Alta - 1 bedroom - Sleeps 2 - Downtown Key West
Condo
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

1 Bedroom2 Guests
9.8

Exceptional

48 reviews

$702
Average price / night
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Sweet Caroline
Sweet Caroline
House
Key West, FL, USA
0.2k from Observation Tower center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms8 Guests
7.2

Good

8 reviews

$1183
Average price / night
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The Curry Poolside | Ground  Floor King
The Curry Poolside | Ground Floor King
Apartment
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$451
Average price / night
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Banana Split
Banana Split
Apartment
Key West, FL, USA
0.2k from Observation Tower center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
8.0

Good

3 reviews

$691
Average price / night
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Rose Lane Villas
Rose Lane Villas
Villa
Key West, FL, USA
0.2k from Observation Tower center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

10 Bedrooms26 Guests
8.4

Very Good

299 reviews

$345
Average price / night
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The Curry Poolside | Ground Floor Two Queens
The Curry Poolside | Ground Floor Two Queens
Apartment
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom4 Guests
9.2

Superb

5 reviews

$461
Average price / night
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The Zesty Lime by Last Key Realty
The Zesty Lime by Last Key Realty
House
Key West, FL, USA
0.3k from Observation Tower center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$1466
Average price / night
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The Toasted Coconut by Last Key Realty
The Toasted Coconut by Last Key Realty
House
Key West, FL, USA
0.3k from Observation Tower center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$1391
Average price / night
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The Royal Compound by Last Key Realty
The Royal Compound by Last Key Realty
House
Key West, FL, USA
0.3k from Observation Tower center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$10718
Average price / night
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The Lime and The Coconut by Last Key Realty
The Lime and The Coconut by Last Key Realty
House
Key West, FL, USA
0.3k from Observation Tower center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms16 Guests
New to Booking
$3019
Average price / night
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The Curry Poolside | Second Floor King
The Curry Poolside | Second Floor King
Apartment
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Dryer, Extra Bed, Free Parking, Internet, Laundry, No Smoking, Outdoor Space

1 Bedroom2 Guests
8.0

Good

3 reviews

$551
Average price / night
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The Curry Poolside Suite | Second Floor King
The Curry Poolside Suite | Second Floor King
Apartment
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom4 Guests
7.4

Good

3 reviews

$474
Average price / night
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Deluxe King, Pet Friendly &  - Curry Mansion Inn
Deluxe King, Pet Friendly & - Curry Mansion Inn
Apartment
Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$502
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Pet-Friendly Rentals in Observation Tower.

Where to stay in Observation Tower? Best neighborhoods & areas

Observation Tower Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 777 verified pet-friendly rentals in Observation Tower. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Observation Tower vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $324 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Observation Tower may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Observation Tower include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Observation Tower may include amenities such as Pet Friendly, View, and Pool. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.